Basic information
- CAS
129-46-4- Standard SMILES
Cc1ccc(C(=O)Nc2ccc(S(=O)(=O)[O-])c3cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c23)cc1NC(=O)c1cccc(NC(=O)Nc2cccc(C(=O)Nc3cc(C(=O)Nc4ccc(S(=O)(=O)[O-])c5cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c45)ccc3C)c2)c1.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]- InChIKey
VAPNKLKDKUDFHK-UHFFFAOYSA-H- Molecular formula
- C51H34N6Na6O23S6
- Average molar mass
- 1,429.2 g/mol
- Monoisotopic mass
- 1,427.9385741
Overview
Suramin sodium is an organic sodium salt that is the hexasodium salt of suramin. It is an FDA approved drug for African sleeping sickness and river blindness. It has a role as an antinematodal drug, an antineoplastic agent, a trypanocidal drug, an EC 2.7.11.13 (protein kinase C) inhibitor, a GABA-gated chloride channel antagonist, an angiogenesis inhibitor, a GABA antagonist, a ryanodine receptor agonist, an apoptosis inhibitor and a purinergic receptor P2 antagonist. It contains a suramin(6-).
Names & identifiers
- Preferred name
- Suramin Sodium
- IUPAC
- hexasodium;8-[[4-methyl-3-[[3-[[3-[[2-methyl-5-[(4,6,8-trisulfonatonaphthalen-1-yl)carbamoyl]phenyl]carbamoyl]phenyl]carbamoylamino]benzoyl]amino]benzoyl]amino]naphthalene-1,3,5-trisulfonate
- English name
- Suramin sodium
- Molecular formula
- C51H34N6Na6O23S6
- Molecular weight
- 1429.17
Names & synonyms
SURAMIN SODIUM129-46-4Suramin hexasodiumAntrypolSuramine sodiqueNagananinumNaganinNaganineNaganinumGermaninMoranylFourneau 309
Show more names
SURAMINSURAMIN SODIUM SALTSURAMIN HEXASODIUM SALTnf060reasodiumsaltsuraminesodiumnaphuridesodiumSuramin, Sodium Salt - CAS 129-46-4 - Calbiochem309fF-309
Naphuride sodiumSuraminum natricumSodium suraminSuramina sodicaBayer-205Bayer 205CI-1003BAY 205
Database identifiers
- CAS
129-46-4- PubChem CID
- 8514
- DTXSID
DTXSID30156024- ChEMBL
CHEMBL413376- ChEBI
CHEBI:9364- UNII
Properties
Computed structural properties
- Topological polar surface area
- 551 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 23
- Rotatable bonds
- 10
- Heavy atoms
- 92
- Formal charge
- 0
- Complexity
- 2,940
Experimental & physicochemical properties
Solubility
Water Very soluble (mg/mL)
Ethyl alcohol Slightly soluble (mg/mL)
Chloroform Insoluble (mg/mL)
Ethyl ether Insoluble (mg/mL)
Human DrugsAntifilarials
Physicochemical properties
- Melting point
- 260 °C · >260°C (dec.)
- storage temp.
- 0 · 0-6°C
- solubility
- 2 O: · H2O: >10mg/mL
- form
- Crystalline Powder
- color
- White
- PH
- pH(10g/l, 25℃) : 5.0～8.0
- Water Solubility
- soluble
- BRN
- 3694087 · 3694087
- Stability
- Hygroscopic
- InChIKey
- VAPNKLKDKUDFHK-UHFFFAOYSA-H
- NCI Dictionary of Cancer Terms
- suramin
- FDA UNII
- 89521262 IH · 89521262IH
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 25 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Toxicology
Toxicity Data
Mouse(ip): LD50:750mg/kg
Man(iv): TDLo:46 mg/kg/5 week intermittent schedule
Mouse(iv): LD50:620mg/kg
Safety data
- F
- 3-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- QM7000000
- hs_code
- 29242998
- Toxicity
- LD50 in mice (mg/kg): ~620 i.v. (Hawking)
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Precautionary statements
Chemistry & industry
Pharmacology
ATC Code
P - Antiparasitic products, insecticides and repellents
QP - Antiparasitic products, insecticides and repellents
P01CX02
MeSH Pharmacological Classification
Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Agents destructive to the protozoal organisms belonging to the suborder TRYPANOSOMATINA.
Applications
DescriptionIntroduced into therapy for the treatment of early trypanosomiasis in the 1920s, suramin, a bis-hexasulfonatednaphthylurea, is still considered to be the drug of choice for treatment of non-CNS-associated African trypanosomiasis.
Usesantiviral
UsesSuramin sodium is a compound with a dyelike structure. Suramin is most effective against T. b. rhodesiense, but has also been used against T. b. gambiense infection. The compound causes side effects such as nausea, photophobia, and peripheral neuropathy which disappear shortly after conclusion of administration. Because the drug is unable to pass the bloodbrain barrier, prompt treatment of patients is essential. Suramin in combination with tryparsamide is an alternative that has been investigated.
UsesSodium salt of Suramin, a hepatitis C virus NS3 helicase inhibitor. Also used in the treatment of arthritis due to problematic collagen.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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